CZ2002183A3 - Způsob přípravy alifatických fluorovaných uhlovodíků - Google Patents

Způsob přípravy alifatických fluorovaných uhlovodíků Download PDF

Info

Publication number: CZ2002183A3
Authority: CZ; Czechia
Prior art keywords: pyrolysis; aliphatic; chloro; preparation; products
Prior art date: 1999-07-21

Application number

CZ2002183A

Other languages

Czech (cs)

English (en)

Inventor

Lee Sprague

Daniel Graham

Louis Ferstandig

Original Assignee

Halocarbon Products Corporation

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1999-07-21

Filing date

2000-07-21

Publication date

2002-11-13

2000-07-21 Application filed by Halocarbon Products Corporation filed Critical Halocarbon Products Corporation

2002-11-13 Publication of CZ2002183A3 publication Critical patent/CZ2002183A3/cs

Links

125000001931 aliphatic group Chemical group 0.000 title claims description 39
150000002430 hydrocarbons Chemical class 0.000 title claims description 20
229930195733 hydrocarbon Natural products 0.000 title claims description 18
238000004519 manufacturing process Methods 0.000 title claims description 8
238000000034 method Methods 0.000 claims abstract description 57
CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 claims abstract description 24
GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 claims abstract description 20
MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims abstract description 18
LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims abstract description 11
BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 claims abstract description 10
VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims abstract description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 7
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 7
229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 7
WSJULBMCKQTTIG-UHFFFAOYSA-N 1,1,1,2,3,4,4,4-octafluorobut-2-ene Chemical compound FC(F)(F)C(F)=C(F)C(F)(F)F WSJULBMCKQTTIG-UHFFFAOYSA-N 0.000 claims abstract description 4
HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 claims abstract description 4
QDGONURINHVBEW-UHFFFAOYSA-N dichlorodifluoroethylene Chemical group FC(F)=C(Cl)Cl QDGONURINHVBEW-UHFFFAOYSA-N 0.000 claims abstract description 3
238000000197 pyrolysis Methods 0.000 claims description 31
238000006243 chemical reaction Methods 0.000 claims description 29
238000002360 preparation method Methods 0.000 claims description 26
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 20
239000004215 Carbon black (E152) Substances 0.000 claims description 16
239000000126 substance Substances 0.000 claims description 11
239000007858 starting material Substances 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
238000004064 recycling Methods 0.000 claims description 8
230000015572 biosynthetic process Effects 0.000 claims description 7
150000007824 aliphatic compounds Chemical class 0.000 claims description 3
KAVGMUDTWQVPDF-UHFFFAOYSA-N perflubutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KAVGMUDTWQVPDF-UHFFFAOYSA-N 0.000 claims description 2
229950003332 perflubutane Drugs 0.000 claims description 2
BAMUEXIPKSRTBS-UHFFFAOYSA-N 1,1-dichloro-1,2,2,2-tetrafluoroethane Chemical compound FC(F)(F)C(F)(Cl)Cl BAMUEXIPKSRTBS-UHFFFAOYSA-N 0.000 abstract description 2
239000012048 reactive intermediate Substances 0.000 abstract description 2
239000000047 product Substances 0.000 description 53
239000000543 intermediate Substances 0.000 description 10
239000007806 chemical reaction intermediate Substances 0.000 description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
239000001257 hydrogen Substances 0.000 description 4
229910052739 hydrogen Inorganic materials 0.000 description 4
229910000040 hydrogen fluoride Inorganic materials 0.000 description 4
230000005855 radiation Effects 0.000 description 4
239000000376 reactant Substances 0.000 description 4
150000001336 alkenes Chemical class 0.000 description 3
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000203 mixture Substances 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
238000000926 separation method Methods 0.000 description 3
NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 0.000 description 2
OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 2
241000972773 Aulopiformes Species 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
239000003701 inert diluent Substances 0.000 description 2
239000012442 inert solvent Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
239000010453 quartz Substances 0.000 description 2
235000019515 salmon Nutrition 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
239000002699 waste material Substances 0.000 description 2
QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 description 1
PRDFNJUWGIQQBW-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-yne Chemical compound FC(F)(F)C#C PRDFNJUWGIQQBW-UHFFFAOYSA-N 0.000 description 1
108010039224 Amidophosphoribosyltransferase Proteins 0.000 description 1
239000004604 Blowing Agent Substances 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
102100035861 Cytosolic 5'-nucleotidase 1A Human genes 0.000 description 1
239000004338 Dichlorodifluoromethane Substances 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
101000802744 Homo sapiens Cytosolic 5'-nucleotidase 1A Proteins 0.000 description 1
229910000792 Monel Inorganic materials 0.000 description 1
-1 aliphatic fluorocarbon compound Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
229940059864 chlorine containing product ectoparasiticides Drugs 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
238000010960 commercial process Methods 0.000 description 1
238000011109 contamination Methods 0.000 description 1
239000013256 coordination polymer Substances 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229910001026 inconel Inorganic materials 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
229910052756 noble gas Inorganic materials 0.000 description 1
150000002835 noble gases Chemical class 0.000 description 1
239000002245 particle Substances 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
238000011282 treatment Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/269—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of only halogenated hydrocarbons
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CZ2002183A 1999-07-21 2000-07-21 Způsob přípravy alifatických fluorovaných uhlovodíků CZ2002183A3 (cs)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US14473999P	1999-07-21	1999-07-21

Publications (1)

Publication Number	Publication Date
CZ2002183A3 true CZ2002183A3 (cs)	2002-11-13

Family

ID=22509912

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CZ2002183A CZ2002183A3 (cs)	1999-07-21	2000-07-21	Způsob přípravy alifatických fluorovaných uhlovodíků

Country Status (10)

Country	Link
EP (1)	EP1198441A4 (pl)
JP (1)	JP2003505439A (pl)
KR (1)	KR20020029086A (pl)
CN (1)	CN1258505C (pl)
AU (1)	AU6359400A (pl)
BR (1)	BR0012650A (pl)
CA (1)	CA2380285A1 (pl)
CZ (1)	CZ2002183A3 (pl)
PL (1)	PL352765A1 (pl)
WO (1)	WO2001007384A1 (pl)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7880040B2 (en)	2004-04-29	2011-02-01	Honeywell International Inc.	Method for producing fluorinated organic compounds
US9308199B2 (en)	2004-04-29	2016-04-12	Honeywell International Inc.	Medicament formulations
US7951982B2 (en)	2004-04-29	2011-05-31	Honeywell International Inc.	Method for producing fluorinated organic compounds
US9024092B2 (en)	2006-01-03	2015-05-05	Honeywell International Inc.	Method for producing fluorinated organic compounds
CN1972887B (zh)	2004-04-29	2010-10-13	霍尼韦尔国际公司	1,3,3,3-四氟丙烯的合成方法
US7371904B2 (en) *	2004-04-29	2008-05-13	Honeywell International Inc.	Processes for synthesis of 1,3,3,3-tetrafluoropropene
US8383867B2 (en)	2004-04-29	2013-02-26	Honeywell International Inc.	Method for producing fluorinated organic compounds
US9102579B2 (en)	2004-04-29	2015-08-11	Honeywell International Inc.	Method for producing fluorinated organic compounds
US7659434B2 (en)	2004-04-29	2010-02-09	Honeywell International Inc.	Method for producing fluorinated organic compounds
US7674939B2 (en)	2004-04-29	2010-03-09	Honeywell International Inc.	Method for producing fluorinated organic compounds
US8084653B2 (en)	2004-04-29	2011-12-27	Honeywell International, Inc.	Method for producing fluorinated organic compounds
ES2401347T3 (es) *	2005-11-03	2013-04-18	Honeywell International Inc.	Método para producir compuestos orgánicos fluorados
CN103044190B (zh) *	2012-12-21	2014-12-24	巨化集团技术中心	一种三氟乙烯的制备方法
CN107001196B (zh) *	2014-12-11	2020-05-26	阿科玛法国公司	用于制备l-氯-2,2-二氟乙烷的方法
KR20180015646A (ko) *	2015-06-04	2018-02-13	알케마 인코포레이티드	플루오린화된 올레핀의 제조 방법
CN107337578B (zh) *	2017-08-03	2020-07-24	北京宇极科技发展有限公司	一种气相催化合成全氟2-丁烯的方法

Family Cites Families (22)

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DD43244A (pl) *
US2413695A (en) *	1943-06-19	1947-01-07	Kinetic Chemicals Inc	Fluorinated compounds and pyrolytic methods for preparing them
US2627529A (en) *	1947-10-23	1953-02-03	Socony Vacuum Oil Co Inc	Pyrolysis of difluoromonochloroethane
FR1337360A (fr) *	1962-07-25	1963-09-13	Pechiney Saint Gobain	Procédé d'obtention de fluorure de vinylidène
USRE29534E (en) *	1972-08-18	1978-02-07	E. I. Du Pont De Nemours And Company	Purification of perfluorosulfonyl fluoride perfluorovinyl ethers by thermal decomposition of unstable isomers
DE3561549D1 (en) *	1984-08-20	1988-03-10	Solvay	Process for the pyrolytic dehydrochlorination of halogenoalkanes in the presence of a chlorinated product as an iniator, and such an iniator
DE3729106A1 (de) *	1987-09-01	1989-03-09	Hoechst Ag	Verfahren zur gewinnung von reinem tetrafluorethylen
AU622295B2 (en) *	1989-02-03	1992-04-02	E.I. Du Pont De Nemours And Company	Manufacture of 1,1,1,2-tetrafluoroethane
CA2016686A1 (en) *	1989-06-13	1990-12-13	Maher Y. Elsheikh	Gas phase catalytic process for production of vinylidene fluoride
US5155082A (en) *	1991-04-12	1992-10-13	Allied-Signal Inc.	Catalyst for the manufacture of chlorofluorocarbons, hydrochlorofluorocarbons and hydrofluorocarbons
JP2661441B2 (ja) *	1991-11-27	1997-10-08	ダイキン工業株式会社	１，１，１−トリフルオロ−２−クロロエタンおよび／または１，１，１，２−テトラフルオロエタンの製法
FR2690687B1 (fr) *	1992-04-30	1995-01-27	Atochem North America Elf	Procédé de production de fluorure de vinylidène.
US5177271A (en) *	1992-04-30	1993-01-05	Elf Atochem North America, Inc.	Production of vinylidene fluoride
DE4214739A1 (de) *	1992-05-04	1993-11-11	Bayer Ag	Verfahren zur Herstellung von Hexafluorchlorbutenen
EP0775100B1 (en) *	1994-08-08	2000-11-08	Imperial Chemical Industries Plc	Process for the production of trifluoroethylene
US5475167A (en) *	1995-02-17	1995-12-12	E. I. Du Pont De Nemours And Company	Process for the manufacture of pentafluoroethane
US5654494A (en) *	1995-08-18	1997-08-05	Alliedsignal Inc.	Process for the manufacture of 1,1,1,2-tetrafluoroethane
JP3818398B2 (ja) *	1995-12-29	2006-09-06	ダイキン工業株式会社	１，１，１，３，３−ペンタフルオロプロパンの製造方法
FR2748473B1 (fr) *	1996-05-13	1998-07-24	Atochem Elf Sa	Synthese du 1-chloro-3,3,3 trifluoropropene et sa fluoration en 1,1,1,3,3 pentafluoropropane
US6369284B1 (en) *	1997-01-31	2002-04-09	E. I. Du Pont De Nemours And Company	Catalytic manufacture of pentafluoropropenes
JP3520900B2 (ja) *	1997-12-12	2004-04-19	ダイキン工業株式会社	ペンタフルオロエタンの製造方法、並びにフッ素化用触媒及びその製造方法
WO1999051553A1 (en) *	1998-04-03	1999-10-14	E.I. Du Pont De Nemours And Company	Process for the production of fluorocarbons

2000
- 2000-07-21 EP EP00950495A patent/EP1198441A4/en not_active Withdrawn
- 2000-07-21 CA CA002380285A patent/CA2380285A1/en not_active Abandoned
- 2000-07-21 BR BR0012650-0A patent/BR0012650A/pt not_active IP Right Cessation
- 2000-07-21 AU AU63594/00A patent/AU6359400A/en not_active Abandoned
- 2000-07-21 CN CNB008106355A patent/CN1258505C/zh not_active Expired - Fee Related
- 2000-07-21 KR KR1020027000863A patent/KR20020029086A/ko not_active Ceased
- 2000-07-21 PL PL00352765A patent/PL352765A1/pl not_active Application Discontinuation
- 2000-07-21 WO PCT/US2000/019863 patent/WO2001007384A1/en not_active Ceased
- 2000-07-21 JP JP2001512473A patent/JP2003505439A/ja active Pending
- 2000-07-21 CZ CZ2002183A patent/CZ2002183A3/cs unknown

Also Published As

Publication number	Publication date
KR20020029086A (ko)	2002-04-17
CN1258505C (zh)	2006-06-07
EP1198441A1 (en)	2002-04-24
JP2003505439A (ja)	2003-02-12
PL352765A1 (pl)	2003-09-08
BR0012650A (pt)	2002-04-09
WO2001007384A1 (en)	2001-02-01
EP1198441A4 (en)	2003-01-22
AU6359400A (en)	2001-02-13
CN1361758A (zh)	2002-07-31
CA2380285A1 (en)	2001-02-01

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CZ2002183A3 (cs)	2002-11-13	Způsob přípravy alifatických fluorovaných uhlovodíků
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WO2014100039A1 (en)	2014-06-26	Process for the production of chlorinated propenes
CN103717559A (zh)	2014-04-09	生产氯化的丙烯的方法
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